(3R,4S)-3-(5-chloro-4-{6-[(tetrahydro-pyran-4-ylmethyl)amino]-pyrazin-2-yl}-pyridin-2-ylcarbamoyl)-4-fluoro-pyrrolidine-1-carboxylic acid benzyl ester

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Chemical Name:(3R,4S)-3-(5-chloro-4-{6-[(tetrahydro-pyran-4-ylmethyl)amino]-pyrazin-2-yl}-pyridin-2-ylcarbamoyl)-4-fluoro-pyrrolidine-1-carboxylic acid benzyl ester
CAS No.:1269756-00-4
Molecular Formula:C₂₈H₃₀ClFN₆O₄
Molecular Weight:569.035
Hs Code.:

(3R,4S)-3-(5-chloro-4-{6-[(tetrahydro-pyran-4-ylmethyl)amino]-pyrazin-2-yl}-pyridin-2-ylcarbamoyl)-4-fluoro-pyrrolidine-1-carboxylic acid benzyl ester

Synonyms:(3R,4S)-3-(5-chloro-4-{6-[(tetrahydro-pyran-4-ylmethyl)amino]-pyrazin-2-yl}-pyridin-2-ylcarbamoyl)-4-fluoro-pyrrolidine-1-carboxylic acid benzyl ester

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Chemical Property of (3R,4S)-3-(5-chloro-4-{6-[(tetrahydro-pyran-4-ylmethyl)amino]-pyrazin-2-yl}-pyridin-2-ylcarbamoyl)-4-fluoro-pyrrolidine-1-carboxylic acid benzyl ester

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Technology Process of (3R,4S)-3-(5-chloro-4-{6-[(tetrahydro-pyran-4-ylmethyl)amino]-pyrazin-2-yl}-pyridin-2-ylcarbamoyl)-4-fluoro-pyrrolidine-1-carboxylic acid benzyl ester

There total 11 articles about (3R,4S)-3-(5-chloro-4-{6-[(tetrahydro-pyran-4-ylmethyl)amino]-pyrazin-2-yl}-pyridin-2-ylcarbamoyl)-4-fluoro-pyrrolidine-1-carboxylic acid benzyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 1269755-11-4
(3R,4S)-1-(benzyloxycarbonyl)-4-fluoropyrrolidine-3-carboxylic acid

: 1269754-93-9
6-(2-amino-5-chloropyridin-4-yl)-N-((tetrahydro-2H-pyran-4-yl)methyl)pyrazin-2-amine

: 1269756-00-4
(3R,4S)-3-(5-chloro-4-{6-[(tetrahydro-pyran-4-ylmethyl)amino]-pyrazin-2-yl}-pyridin-2-ylcarbamoyl)-4-fluoro-pyrrolidine-1-carboxylic acid benzyl ester

Guidance literature:: (3R,4S)-1-(benzyloxycarbonyl)-4-fluoropyrrolidine-3-carboxylic acid; With 1-chloro-1-(dimethylamino)-2-methyl-1-propene; In dichloromethane; at 0 ℃; for 0.5h; Sealed tube;

6-(2-amino-5-chloropyridin-4-yl)-N-((tetrahydro-2H-pyran-4-yl)methyl)pyrazin-2-amine; With pyridine; In dichloromethane; at 20 ℃; for 1h;

Reference yield:

: 31970-04-4
1-carboxybenzyl-3-pyrrolidine

: 1269756-00-4
(3R,4S)-3-(5-chloro-4-{6-[(tetrahydro-pyran-4-ylmethyl)amino]-pyrazin-2-yl}-pyridin-2-ylcarbamoyl)-4-fluoro-pyrrolidine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 18 h / 20 °C

1.2: 1 h / 20 °C

2.1: copper(I) bromide dimethylsulfide complex / tetrahydrofuran / -40 °C

3.1: CHIRALPAK AD / n-heptane; ethanol; methanol / Resolution of racemate

4.1: Nonafluorobutanesulfonyl fluoride; N-ethyl-N,N-diisopropylamine; triethylamine tris(hydrogen fluoride); α,α,α-trifluorotoluene / Inert atmosphere

5.1: sodium periodate; ruthenium trichloride / tetrachloromethane; acetonitrile; water / 20 °C

5.2: 3 h / 20 °C

6.1: 1-chloro-1-(dimethylamino)-2-methyl-1-propene / dichloromethane / 0.5 h / 0 °C / Sealed tube

6.2: 1 h / 20 °C

With ruthenium trichloride; sodium periodate; copper(I) bromide dimethylsulfide complex; Nonafluorobutanesulfonyl fluoride; 1-chloro-1-(dimethylamino)-2-methyl-1-propene; α,α,α-trifluorotoluene; triethylamine tris(hydrogen fluoride); N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; CHIRALPAK AD; In tetrahydrofuran; methanol; tetrachloromethane; ethanol; n-heptane; dichloromethane; water; acetonitrile;

Reference yield:

: 389621-78-7
(tetrahydro-2H-pyran-4-yl)methanamine hydrochloride

: 1269756-00-4
(3R,4S)-3-(5-chloro-4-{6-[(tetrahydro-pyran-4-ylmethyl)amino]-pyrazin-2-yl}-pyridin-2-ylcarbamoyl)-4-fluoro-pyrrolidine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine / dimethyl sulfoxide / 4 h / 90 °C

2.1: sodium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,2-dimethoxyethane; water / 2 h / 103 °C / Sealed tube

3.1: ammonium hydroxide / water; dimethyl sulfoxide / 3.5 h / 125 °C / Irradiation with microwave; Inert atmosphere

4.1: 1-chloro-1-(dimethylamino)-2-methyl-1-propene / dichloromethane / 0.5 h / 0 °C / Sealed tube

4.2: 1 h / 20 °C

With ammonium hydroxide; 1-chloro-1-(dimethylamino)-2-methyl-1-propene; sodium carbonate; triethylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,2-dimethoxyethane; dichloromethane; water; dimethyl sulfoxide; 2.1: Suzuki Coupling;